(3aR,4R,9R,9aR)-6,7-dimethoxy-1-oxo-9-(3,4,5-trimethoxyphenyl)-1,3,3a,4,9,9a-hexahydronaphtho[2,3-c]furan-4-yl 3-nitrobenzoate

ID: ALA2288945

PubChem CID: 71541511

Max Phase: Preclinical

Molecular Formula: C30H29NO11

Molecular Weight: 579.56

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2c(cc1OC)[C@H](OC(=O)c1cccc([N+](=O)[O-])c1)[C@H]1COC(=O)[C@@H]1[C@@H]2c1cc(OC)c(OC)c(OC)c1

Standard InChI:  InChI=1S/C30H29NO11/c1-36-21-12-18-19(13-22(21)37-2)27(42-29(32)15-7-6-8-17(9-15)31(34)35)20-14-41-30(33)26(20)25(18)16-10-23(38-3)28(40-5)24(11-16)39-4/h6-13,20,25-27H,14H2,1-5H3/t20-,25+,26-,27-/m0/s1

Standard InChI Key:  BPGSCNOHCGMLIM-JYIOINSGSA-N

Molfile:  

     RDKit          2D

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M  CHG  2  40   1  42  -1
M  END

Alternative Forms

1. Parent:

   

   ALA2288945

   [(3aR,4R,9R,9aR)-6,7-dimethoxy-1-oxo-9-(3,4,5-trimethoxyphenyl)-3a,4,9,9a-tetrahydro-3H-benzo[f][2]benzofuran-4-yl] 3-nitrobenzoate

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 579.56

Molecular Weight (Monoisotopic): 579.1741

AlogP: 4.47

#Rotatable Bonds: 9

Polar Surface Area: 141.89

Molecular Species: NEUTRAL

HBA: 11

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.12

CX LogD: 4.12

Aromatic Rings: 3

Heavy Atoms: 42

QED Weighted: 0.20

Np Likeness Score: 0.69

References

1. He S, Shao Y, Fan L, Che Z, Xu H, Zhi X, Wang J, Yao X, Qu H..  (2013)  Synthesis and quantitative structure-activity relationship (QSAR) study of novel 4-acyloxypodophyllotoxin derivatives modified in the A and C rings as insecticidal agents.,  61  (3): [PMID:23278333] [10.1021/jf305011n]

Source

Source(1):

• Scientific Literature